DL-α-トコフェロール

DL-α-トコフェロール · 2,5,7,8-テトラメチル-2-(4,8,12-トリメチルトリデシル)-3,4-ジヒドロ-2H-1-ベンゾピラン-6-オール · 3,4-ジヒドロ-2,5,7,8-テトラメチル-2-(4,8,12-トリメチルトリデシル)-2H-1-ベンゾピラン-6-オール · 2,5,7,8-テトラメチル-2-(4,8,12-トリメチルトリデシル)クロマン-6-オール · 2-(4,8,12-トリメチルトリデシル)-2,5,7,8-テトラメチル-3,4-ジヒドロ-2H-1-ベンゾピラン-6-オール · 2，5，7，8-テトラメチル-2-（4，8，12-トリメチルトリデカン-1-イル）クロマン-6-オール · DL‐Α‐トコフェロール · DL‐Α‐トコフェロール標準品

https://huagongshe.com/ja/chemical/2116

識別子と物理属性

CAS No.	10191-41-0
分子式	C29H50O2
平均分子量	430.7 g/mol
単同位体質量	430.38108083 g/mol
SMILES	Cc1c(C)c2c(c(C)c1O)CCC(C)(CCCC(C)CCCC(C)CCCC(C)C)O2
InChIKey	GVJHHUAWPYXKBD-UHFFFAOYSA-N
PubChem CID	2116
ChEMBL	CHEMBL49563
ChEBI	CHEBI:93909
EC No.	233-466-0
DTXSID	DTXSID8021355
現地名	DL-α-トコフェロール

化学・物理的性質

XLogP	10.7
極性表面積	29.5
水素結合供与体数	1
水素結合受容体数	2
回転可能結合数	12
重原子数	31
形式電荷	0
複雑度	503
密度	0.950 at 25 °C/4 °C0.950 g/mL at 20 °C(lit.)
Color/Form	Slightly viscous, pale yellow oil
溶解度	Insoluble in water, freely soluble in ethanol, miscible in etherPractically insoluble in waterfreely soluble in oils, fats, acetone, alcohol, chloroform, ether, other fat solventsH2O: 不溶クロロホルム、植物油、エーテル、アセトン、アルコールと混和します。水と混和しない。
沸点	BP: 200-220 °C at 0.1 mmHg200-220°C 0,1mm
融点	2.5-3.5 °C2-4°C
Optical Rotation	[α]D/25 0° ± 0,05° (1 in 10 solution in chloroform)
屈折率	[n]D/20 1,503-1,507Index of refraction: 1.5045 at 25 °C/Dn20/D 1.506
Physical Description	LiquidSlightly yellow to amber, nearly odourless, clear, viscous oil which oxidises and darkens on exposure to air or lightPale yellow liquidDarkened gradually by light[Merck Index]
Stability/Shelf Life	Exposure to light. Stable under recommended storage conditions.The shelf-life of the additive has been investigated in three commercial batches, stored in aluminium bottles under argon at 15 and at 25 °C. After 3 years of storage, a decrease in the concentration of all-rac-alpha-tocopherol of 3 % or less was observed.
Kovats Retention Index	3149.53149.43138314231123130
Collision Cross Section	209.75 Å² [M-H]- [CCS Type: DTMethod: stepped-field]219.7 Å² [M+H]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards]
比旋光度	[α]D20 - 0.02 - +0.02゜ (neat)
蒸気圧	<1 hPa ( 20 °C)
引火点	240°C
貯蔵条件	2-8°C
外観・状態	淡黄色油
pKa（酸解離定数）	11.40±0.40(Predicted)
色	無色～濃黄色～濃厚
pH	7 (20°C, 50g/L in H2O, slurry)
臭い	100.00?%で。当たり障りのない
由来生物	synthetic
Merck	14,9495
BRN	94012
主な用途	食品および飲料
化粧品成分の機能	皮膚コンディショニング - 閉塞性抗酸化物質香料スキンコンディショニング - その他
InChI	1S/C29H50O2/c1-20(2)12-9-13-21(3)14-10-15-22(4)16-11-18-29(8)19-17-26-25(7)27(30)23(5)24(6)28(26)31-29/h20-22,30H,9-19H2,1-8H3
InChIKey	GVJHHUAWPYXKBD-IEOSBIPESA-N
SMILES	CC(C)CCCC(C)CCCC(C)CCCC1(C)CCc2c(C)c(O)c(C)c(C)c2O1
LogP（分配係数）	12.2 at 25℃
CAS データベース	10191-41-0(CAS DataBase Reference)
EPAの化学物質情報	2H-1-Benzopyran-6-ol, 3,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)- (10191-41-0)

化学的特性

1mg = 1.1 IU

安全性と法規制

GHS 分類	This chemical does not meet GHS hazard criteria for 25.2% (567 of 2247) of reports.WarningH317 (74.3%): May cause an allergic skin reaction [Warning Sensitization, Skin]P261, P272, P280, P302+P352, P321, P333+P317, P362+P364, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 2247 reports by companies from 11 notifications to the ECHA C&L Inventory.Reported as not meeting GHS hazard criteria per 567 of 2247 reports by companies.There are 10 notifications provided by 1680 of 2247 reports by companies with hazard statement code(s).Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
規制情報	Chemical: 2H-1-Benzopyran-6-ol, 3,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-Regulation (EC) No 178/2002 (amended)Regulation (EC) No 1831/2003 (amended)2H-1-Benzopyran-6-ol, 3,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2H-1-Benzopyran-6-ol, 3,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)Status: Active Update: 26-08-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/11866DL-alpha-tocopherol: Does not have an individual approval but may be used under an appropriate group standard
その他の安全情報	Evaluation - Tocopherols and their salts and esters
有害性の概要	Equimolar mixture of all four racemates. [Merck Index] Acceptable daily intake (ADI) of 0.15-2 mg/kg[JECFA] May cause irritation[Sigma-Aldrich MSDS] See alpha-Tocopherol.
FDA 要件	Substance added directly to human food affirmed as generally recognized as safe (GRAS).
EPA Safer Chemical	Chemical: DL-alpha-Tocopherol

用途

解説

α-トコフェロール(5,7,8-トリメチルトコール，)は淡黄色のやや粘ちゅうな液体．融点2.5～3.5 ℃，沸点200～220 ℃(13 Pa)．＋0.65°(エタノール)．ラセミ体はトリメチルヒドロキノンとフィトールとの縮合により合成される．抗不妊作用の原因は，抗酸化作用であることが明らかにされた．

用途

酸化防止剤、薬理研究用。

使用

dl-α-Tocopherol is the racemic analog of α-Tocopherol (T526125), the most bioactive of the naturally occurring forms of Vitamin E. Richest sources are green vegetables, grains, and oils, particularly palm, safflower and sunflower oils. dl-α-Tocopherol is an antioxidant that protects cell membrane lipids from oxidative damage.

一般的な説明

TGF-β3 (transforming growth factor-β3) belongs to the TGF β superfamily. The TGFβ3 gene is mapped to human chromosome 14q24.3

製法・合成法

調製方法

Naturally occurring tocopherols are obtained by the extraction or molecular distillation of steam distillates of vegetable oils; for example, alpha tocopherol occurs in concentrations of 0.1–0.3% in corn, rapeseed, soybean, sunflower, and wheat germ oils.Beta and gamma tocopherol are usually found in natural sources along with alpha tocopherol. Racemic synthetic tocopherols may be prepared by the condensation of the appropriate methylated hydroquinone with racemic isophytol.

純化方法

Dissolve dl--tocopherol in anhydrous MeOH (15mL/g) cool to -6o for 1hour, then chill in a Dry-ice/acetone bath; crystallisation is induced by scratching with a glass rod. The dl--acetate [52225-20-4] (see DL-vitamin E actetate below) is a viscous yellow liquid with m -7o, b 184o/0.01mm, 224o/0.3mm, d 4 20 0.953, n D 20 1.496. It is used as a standard for Vitamin E activity where the unit of activity is attained with 1mg of pure dl--acetate. [Friedrich “Vitamins” Water de Guyter Publ, Berlin 1988, Beilstein 17/4 V 168.]